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dc.contributor.authorFinn, Kevin J.en_US
dc.date.accessioned2009-05-28T16:39:38Z
dc.date.available2009-05-28T16:39:38Z
dc.date.issued2006-05-28T16:39:38Z
dc.identifier.urihttp://hdl.handle.net/10464/1453
dc.description.abstractThe present studies describe, as a primary goal, our recent progess toward the synthesis of morphine alkaloids from aromatic precursors. Model substrates were synthesized which allowed investigation into Diels-Alder, radical cascade, and palladium-catalyzed bond-forming reactions as possible routes to the morphine alkaloid skeleton. As a secondary objective, three separate series of aromatic substrates were subjected to whole-cell oxidation with Escherichia coli JM 109 (pDTG601), a recombinant organism over-expressing the enzyme toluene dioxygenase. Included in this study were bromothioanisoles, dibromobenzenes, and cyclopropylbenzene derivatives. The products of oxidation were characterized by chemical conversion to known intermediates. The synthetic utility of one of these bacterial metabolites, derived from oxidation of o-dibromobenezene, was demonstrated by chemical conversion to (-)conduritol E.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectMorphine--Synthesis.en_US
dc.subjectAromatic compounds--Oxidation.en_US
dc.titleApplications of dihydroarenediols to chemoenzymatic synthesis : approaches to total synthesis of morphine alkaloidsen_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.namePh.D. Chemistryen_US
dc.degree.levelDoctoralen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US


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